
Retailgentic: Agentic Commerce meets Retail and Brands Turning the Tables: Kiri Masters Interviews Scot Wingo on Agentic Commerce & AI Shopping
Oct 14, 2025
In this engaging conversation, Scot Wingo, a serial entrepreneur and marketplace expert, dives into the transformative world of Agentic Commerce. He shares insights from his journey with ChannelAdvisor and reveals how AI tools like ChatGPT can revolutionize shopping experiences. Scot discusses the challenges of messy product catalogs and the importance of loyalty in the evolving e-commerce landscape. He also explores how agentic browsing can streamline pricing for consumers, setting the stage for the future of retail.
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From Auction Rover To ChannelAdvisor
- Scot Wingo built Auction Rover during the dot-com bubble to search auctions, bid automatically, and list across sites.
- The company sold to goto.com (Overture) and later spun out as ChannelAdvisor with eBay investment.
ChannelAdvisor's IPO Journey
- ChannelAdvisor raised $90 million, survived the Great Recession, and later went public in 2013.
- Scot says IPO life had surprises, including less transparency and hostile short-term pressures.
Spiffy: Digitalizing Services
- Scot founded Spiffy to digitize a services category and started with car care, then expanded to fleet customers.
- He saw services as the next big analog-to-digital wave and built a company to capture that shift.

